HCID 68535124, compound → HCID 59152287, compound

HRID 1931400Notes

Reaction equation

HRID 1931400 reaction equation
[O:1]([C:8]1[N:13]=[CH:12][C:11]([CH:14]=[CH:15][C:16]([N:18]2[CH2:23][CH2:22][NH:21][C:20](=[O:24])[CH2:19]2)=[O:17])=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>[Pd].CO>[O:1]([C:8]1[N:13]=[CH:12][C:11]([CH2:14][CH2:15][C:16]([N:18]2[CH2:23][CH2:22][NH:21][C:20](=[O:24])[CH2:19]2)=[O:17])=[CH:10][CH:9]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 68535124HCID 68535124, compound

Product 1

HCID 59152287HCID 59152287, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

10 mg of 5% palladium on carbon were added to a solution of 142 mg (0.4 mmol) of 4-[3-(6-phenoxy-pyridin-3-yl)-acryloyl]-piperazin-2-one in 15 ml of methanol, and the reaction mixture was hydrogenated at atmospheric pressure and room temperature for 12 h. The mixture was filtered and evaporated. The product was purified by preparative RP HPLC eluting with a gradient of 0 to 100% acetonitrile in water (+0.01% TFA). After lyophilization, the product was obtained as a solid. Yield: 87 mg.

Workup

  1. filtrationThe mixture was filtered
  2. customevaporated
  3. customThe product was purified by preparative RP HPLC
  4. washeluting with a gradient of 0 to 100% acetonitrile in water (+0.01% TFA)
  5. customAfter lyophilization, the product was obtained as a solid

Sources & evidence

ORD record
ord-b7f507329cd94ea6b6fba7283dc82f4b
Source dataset
uspto-grants-2012_05
Patent number
US08188291B2

Reaction notes

Loading…